Crystal Structure and Biological Activity of (3-Methyl-1,5-dioxaspiro[5.5]undecan-3-yl)Methanol Synthesized with Nanosolid Superacid.

Abstract

The title compound (3-methyl-1,5-dioxaspiro[5.5]undecan-3-yl)methanol (C11H20O3, Mr = 200.27) was synthesized by the aldol reaction of 1,1,1-tris(hydroxymethyl)ethane with cyclohexane in the presence of sulfonated carbon in cyclohexane and N, N-dimethylbenzamide, and its structure was characterized by melting points, elemental analysis, IR spectra, 1H NMR and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic system, space group C2/c with a = 31.308(8), b = 6.3544(16), C = 11.356(3) Å, α = 90, β = 91.953(3), γ = 90°, V = 2258.0(10) Å3, Z = 8, Dc = 1.178 g/cm3, μ (Mo-Kα) = 0.084 mm-1, F(000) = 880, R = 0.0755 and wR(l > 2σ(l)) = 0.2225. X-ray diffraction results show that the 1,3-dioxane ring in the title compound is non-planar and exhibits a chair conformation, and adjacent molecules are connected by hydrogen bonding interaction into a one-dimensional chain structure. In addition, its biological activity was also evaluated.